Theoretical estimation of the annular tautomerism of indazoles

被引：54

作者：

Alkorta, I ^{[1
]}

Elguero, J ^{[1
]}

机构：

[1] CSIC, Inst Quim Med, E-28006 Madrid, Spain

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2005年 / 18卷 / 08期

关键词：

indazole; tautometism; AMI; B3LYP; Free-Wilson models;

D O I：

10.1002/poc.923

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Theoretical calculations at semi-empirical AMI and density functional B3LYP/6-31G* levels were carried out on 52 NH-indazoles. Although in most cases the 1H-tautomer is the most stable, we found several indazoles for which the 2H-tautomer is more stable than the 1H-tautomer. The differences in energy between the 1H-and 2H-tautomers were interpreted in terms of substituent effects with the use of a Free-Wilson (presence-absence) matrix. Copyright (c) 2005 John Wiley & Sons, Ltd.

引用

页码：719 / 724

页数：6

共 36 条

[31] Investigation of the structure and properties of some indazole derivatives using the AM1, PM3 and MNDO semiempirical methods.: 2.: An aqueous phase study [J].